Ok, so if this was an actual anime that I was writing, I think this is the point I would have a particular episode type. I would start it with something akin to this.
Anna, to Sandra: Shuri asked if I was here to make friends. After some consideration, I have decided that, yes, this is the case. However, I find myself at a loss in social situations. I would like your help in rectifying this deficiency.
This would set the tone of the episode as a familiar kind of wacky hijinx filler with Sandra trying to coach the akward Anna through social interaction. It's familiar and you can just kind of see the whole thing coming in your mind's eye. Training, comedic misunderstandings, Coke-zero being used as a practice dummy (in drag, for some reason), Anna messing up and despairing, Sandra comforting her and we all learn a big sweet message.
Or, if the management would let me get away with it, I'd throw a curve in there to mess with expectations. Probably at the Sandra comforts Anna point, having her run face first into the giant wall of PTSD Anna has managed to keep mostly under wraps. Finding out that there is something truly wrong with Anna, not just general kuudere shyness, would go a long way to hinting at her tragic backstory. It would also be a nice little Madoka style swerve but I love Madoka a little more than it probably deserves, so ignore that as a bonus.
So, long story short, anyone want to try and write in a vote to the effect of "Ask Sandra to teach you how to make friends"? You know, in a way that isn't actively terrible the way I would end up making it.
